48,519

Winter Haven, FL Homes

Section Image Section Image
  • /30

    $318,999 Pending

    • 4 Beds
    • 2.5 Baths
    • 2,039 Sq Ft

    5405 San Pietro Dr, Winter Haven, FL 33884

    One or more photo(s) has been virtually staged. Under Construction. BELOW MARKET INTEREST RATES with use of Seller's Preferred Lender. The Turquesa is the ultimate family haven, a two-story home featuring 4 bedrooms, 2.5 bathrooms and a private 2-car garage. This home offers an open concept living space designed for both relaxation and entertainment. The half bathroom off the foyer ensures every

    Dale Human CASA FRESCA REALTY

    5405 San Pietro Dr, Winter Haven, FL 33884
  • /20

    $1,475 per month

    • 1 Bed
    • 1 Bath
    • 2,093 Sq Ft
    • House for Rent

    1313 Diego Terrace Unit In-Law Suite, Winter Haven, FL 33884

    One or more photo(s) has been virtually staged. For Lease: Private In-Law Suite in Winter Haven, FL – $1,500/Month Looking for a clean, private rental in Winter Haven? This 450 sq. ft. in-law suite offers comfortable living in a quiet, well-located neighborhood. Important: This is a separate in-law suite attached to the main home. The main house is owner-occupied. This listing is not for the full

    Andrea Jastemski DALTON WADE INC

    1313 Diego Terrace Unit In-Law Suite, Winter Haven, FL 33884
  • /2

    $510,000 Sold Feb 17, 2026

    1016 Biltmore Dr NW, Winter Haven, FL 33881

    • 4 Beds
    • 2 Baths
    • 2,641 Sq Ft
    • Built 1956

    Last Sold Summary

    • 14% Below List Price
    • $193/SF
    • 169 Days On Market

    Current Estimated Value $452,113

    Last Listing Agent Donna Fiore ENGEL & VOELKERS LAKELAND

    1016 Biltmore Dr NW, Winter Haven, FL 33881
    • /16

      Not Listed For Sale

      6482 Peppertree Path NE, Winter Haven, FL 33881

      • 2 Beds
      • 2 Baths
      • 1,300 Sq Ft
      • Built 1986
      6482 Peppertree Path NE, Winter Haven, FL 33881

      Last Sold Summary

      • $119/SF
      • 52 Days On Market

      Last Sold Price $155,000

      Last Listing Agent Jean Murphy CENTURY 21 MYERS REALTY

  • /33

    $384,990 New Construction

    • 5 Beds
    • 3 Baths
    • 2,077 Sq Ft

    Lakeside Plan at Harmony at Lake Eloise, Winter Haven, FL 33880

    Welcome to the Lakeside, one of our one-story floorplans featured in our Harmony at Lake Eloise community in Winter Haven, Florida. Take your pick between two artfully designed exteriors. Inside this beautiful 5 bedroom, 3 bathroom home, you'll find 2,077 square feet of comfortable living. The living area is an open concept, where your kitchen, living, and dining areas blend seamlessly into a

    D.R. Horton Builder
    1651 Hummingbird Rd Unit 36202793, Winter Haven, FL 33880
  • /10

    $1,665 per month

    • 3 Beds
    • 1.5 Baths
    • 1,750 Sq Ft
    • House for Rent

    1333 Stately Oaks Dr NW, Winter Haven, FL 33881

    Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $1799.95. That covers your base rent, $1665.00 + our required services designed to make your life easier: Internet & Media ($85), Smart Home with

    1333 Stately Oaks Dr NW, Winter Haven, FL 33881
  • /2

    $270,490 Sold Jun 30, 2025

    3456 Costello Cir, Winter Haven, FL 33884

    • 4 Beds
    • 2 Baths
    • 1,665 Sq Ft
    • Built 2025

    Last Sold Summary

    • 9% Below List Price
    • $162/SF
    • 76 Days On Market

    Current Estimated Value $282,326

    Last Listing Agent Paul King DR HORTON REALTY OF CENTRAL FLORIDA LLC

    3456 Costello Cir, Winter Haven, FL 33884
    • /34

      Est $107,322 Not Listed For Sale

      2040 San Marcos Dr SE Unit 108, Winter Haven, FL 33880

      • 1 Bed
      • 1 Bath
      • 666 Sq Ft
      • Built 1985
      2040 San Marcos Dr SE Unit 108, Winter Haven, FL 33880

      Last Sold Summary

      • 19% Below List Price
      • $199/SF
      • 28 Days On Market

      Last Sold Price $132,500

      Last Listing Agent Spyro Lefkimiotis RE/MAX

  • /23

    $304,990 New Construction

    • 3 Beds
    • 2 Baths
    • 1,615 Sq Ft

    Magenta Plan at VillaMar, Winter Haven, FL 33884

    Feel at home with the Magenta, a single-story home with 3 bedrooms, 2 bathrooms, and a 2-car garage. This layout is a true gem, seamlessly blending modern comfort with Florida charm. Open concept living dazzles with luxury vinyl plank flooring throughout the main living areas. The kitchen, featuring quartz countertops, new stainless-steel appliances and ample storage overlooks the dining and

    Casa Fresca Homes Builder
    6614 Crescent Loop Unit 36787202, Winter Haven, FL 33884
  • /22

    $4,500 per month

    • 3 Beds
    • 3 Baths
    • 2,266 Sq Ft
    • House for Rent

    236 Ruby Lake Ln, Winter Haven, FL 33884

    One or more photo(s) has been virtually staged. Wake up every morning to the most breath taking views imaginable. Almost every room in the home overlooks the spectacular private Lake Ruby & Lake Bess. Upon entering the home you will find yourself captivated with the spacious and luxurious open floor plan and high degree of natural light that envelops you. Besides having the exquisite view, this

    Scott Kline KLINE REAL ESTATE SERVICES

    236 Ruby Lake Ln, Winter Haven, FL 33884
  • /2

    $325,046 Sold Dec 11, 2025

    2339 Brassie Ct, Winter Haven, FL 33884

    • 4 Beds
    • 2.5 Baths
    • 2,405 Sq Ft
    • Built 2025

    Last Sold Summary

    • 4% Below List Price
    • $135/SF
    • 97 Days On Market

    Current Estimated Value $328,144

    Last Listing Agent Claudia Gutierrez ADAMS HOMES REALTY

    2339 Brassie Ct, Winter Haven, FL 33884
    • /12

      Not Listed For Sale

      713 Byni Ridge, Winter Haven, FL 33880

      • 3 Beds
      • 2 Baths
      • 924 Sq Ft
      • Built 1990
      713 Byni Ridge, Winter Haven, FL 33880

      Last Sold Summary

      • $168/SF
      • 14 Days On Market

      Last Sold Price $154,900

      Last Listing Agent Ron Denney LAND SOUTH REALTY, LLC

  • /63

    $290,000

    • 4 Beds
    • 2 Baths
    • 1,872 Sq Ft

    525 Squires Grove Dr, Winter Haven, FL 33880

    Welcome home to 525 Squires Grove Dr! This well-maintained property offers a great blend of comfort, space, and convenience. Enjoy an open layout with natural light, spacious living areas, and a functional floor plan ideal for everyday living and entertaining. The kitchen features ample cabinet and counter space with a layout that flows into the main living area. The primary suite is generously

    Erica Burgos ALIGN RIGHT REALTY LLC

    525 Squires Grove Dr, Winter Haven, FL 33880
  • /20

    $2,015 per month

    • 4 Beds
    • 2.5 Baths
    • 2,203 Sq Ft
    • House for Rent

    2069 Whispering Trails Blvd, Winter Haven, FL 33884

    Please note, our homes are available on a first-come, first-serve basis and are not reserved until the holding fee agreement is signed and the holding fee is paid by the primary applicant.This home features Progress Smart Home - Progress Residential's smart home app, which allows you to control the home securely from any of your devices. Learn more at Coming soon! This home is

    2069 Whispering Trails Blvd, Winter Haven, FL 33884
  • /2

    $380,000 Sold Feb 17, 2026

    1995 Avenue F SW, Winter Haven, FL 33880

    • 4 Beds
    • 4 Baths
    • 2,613 Sq Ft
    • Built 2013

    Last Sold Summary

    • 11% Below List Price
    • $145/SF
    • 17 Days On Market

    Current Estimated Value $390,466

    Last Listing Agent Cyleste Goodson FLORIDA REAL ESTATE COMPANY

    1995 Avenue F SW, Winter Haven, FL 33880
    • /28

      Est $130,580 Not Listed For Sale

      689 Lake Howard Dr NW Unit 103, Winter Haven, FL 33880

      • 3 Beds
      • 2 Baths
      • 1,232 Sq Ft
      • Built 1975
      689 Lake Howard Dr NW Unit 103, Winter Haven, FL 33880

      Last Sold Summary

      • 16% Below List Price
      • $126/SF
      • 23 Days On Market

      Last Sold Price $155,000

      Last Listing Agent Catherine Kluytenaar THE K TEAM REAL ESTATE SERVICES LLC

  • /26

    $399,990 New Construction

    • 5 Beds
    • 3 Baths
    • 2,892 Sq Ft

    Catalina Plan at VillaMar, Winter Haven, FL 33884

    Never run out of space with the Catalina, a spacious two-story home designed for ultimate comfort and flexibility! This home boasts 5 bedrooms, 3 bathrooms, a versatile den, a generous upstairs recreation space and a private 2-car garage. The open concept floorplan, perfect for entertaining or just hanging out, is complemented by stylish luxury vinyl plank flooring. The kitchen and throughout the

    Casa Fresca Homes Builder
    6614 Crescent Loop Unit 36787352, Winter Haven, FL 33884
  • /16

    $1,750 per month

    • 2 Beds
    • 2 Baths
    • 1,490 Sq Ft
    • House for Rent

    14 Lamplight Ln, Winter Haven, FL 33884

    Welcome to 14 Lamplight Lane in beautiful Winter Haven — a delightful 2-bedroom, 2-bath home offering 1,490 square feet of comfortable living space plus a versatile bonus room that adds flexibility to fit your lifestyle. This inviting residence features a bright and open living area filled with natural light, creating a warm and welcoming atmosphere from the moment you step inside. With 1,490

    Leila Torres LA ROSA REALTY PRESTIGE

    14 Lamplight Ln, Winter Haven, FL 33884
  • /2

    $333,285 Sold Jul 22, 2025

    2840 San Marco Way, Winter Haven, FL 33884

    • 4 Beds
    • 2 Baths
    • 2,005 Sq Ft
    • Built 2025

    Last Sold Summary

    • $166/SF

    Current Estimated Value $333,555

    Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

    2840 San Marco Way, Winter Haven, FL 33884
    • /2

      Est $291,712 Not Listed For Sale

      5069 Brenton Manor Ave, Winter Haven, FL 33881

      • 3 Beds
      • 2 Baths
      • 1,895 Sq Ft
      • Built 2013
      5069 Brenton Manor Ave, Winter Haven, FL 33881

      Last Sold Summary

      • 1% Above List Price
      • $153/SF
      • 154 Days On Market

      Last Sold Price $290,000

      Last Listing Agent Christine Hubbert BHHS FLORIDA PROPERTIES GROUP

  • 1651 Hummingbird Rd Unit 36202788, Winter Haven, FL 33880

    $291,990 New Construction

    • 4 Beds
    • 2 Baths
    • 1,720 Sq Ft

    Baldwin Plan at Harmony at Lake Eloise, Winter Haven, FL 33880

    Welcome to the Baldwin, a stunning four-bedroom, two-bathroom home located in the heart of Winter Haven, Florida at our Harmony at Lake Eloise community. As you enter the foyer to this beautiful designed home, you are greeted by with an open concept living space featuring luxury vinyl flooring throughout. The kitchen overlooks the dining and living room, while having a view to the oversized

    D.R. Horton Builder
    1651 Hummingbird Rd Unit 36202788, Winter Haven, FL 33880
  • /19

    $1,895 per month

    • 4 Beds
    • 2 Baths
    • 1,458 Sq Ft
    • House for Rent

    822 Terranova Rd, Winter Haven, FL 33884

    Please note, our homes are available on a first-come, first-serve basis and are not reserved until the holding fee agreement is signed and the holding fee is paid by the primary applicant.This home features Progress Smart Home - Progress Residential's smart home app, which allows you to control the home securely from any of your devices. Learn more at Coming soon! This home is

    822 Terranova Rd, Winter Haven, FL 33884
  • /2

    $495,000 Sold Oct 02, 2025

    934 Lake Elbert Dr SE, Winter Haven, FL 33880

    • 4 Beds
    • 2 Baths
    • 3,198 Sq Ft
    • Built 1926

    Last Sold Summary

    • 3% Below List Price
    • $155/SF
    • 140 Days On Market

    Current Estimated Value $496,803

    Last Listing Agent Chris Renfro KELLER WILLIAMS REALTY SMART

    934 Lake Elbert Dr SE, Winter Haven, FL 33880
    • /80

      Est $513,544 Not Listed For Sale

      1877 Woodpointe Dr, Winter Haven, FL 33884

      • 3 Beds
      • 2 Baths
      • 2,024 Sq Ft
      • Built 2021
      1877 Woodpointe Dr, Winter Haven, FL 33884

      Last Sold Summary

      • 7% Below List Price
      • $274/SF
      • 3 Days On Market

      Last Sold Price $555,000

      Last Listing Agent Kelly Jones KELLER WILLIAMS REALTY SMART 1

  • /29

    $304,999 Pending

    • 4 Beds
    • 2.5 Baths
    • 2,039 Sq Ft

    6036 Navona Way, Winter Haven, FL 33884

    Under Construction. BELOW MARKET INTEREST RATES with use of Seller's Preferred Lender. The Turquesa is the ultimate family haven, a two-story home featuring 4 bedrooms, 2.5 bathrooms and a private 2-car garage. This home offers an open concept living space designed for both relaxation and entertainment. The half bathroom off the foyer ensures every guest feels at home while the extended foyer

    Dale Human CASA FRESCA REALTY

    6036 Navona Way, Winter Haven, FL 33884
  • /36

    $2,100 per month

    • 4 Beds
    • 2.5 Baths
    • 1,880 Sq Ft
    • House for Rent

    6424 Domizio Dr, Winter Haven, FL 33884

    One or more photo(s) has been virtually staged. Welcome to this brand-new 2025-built home located in the highly desirable Villa Mar community in Winter Haven. Offering 4 bedrooms, 2 full bathrooms, and 1 half bath, this modern residence combines style, functionality, and comfort in one beautifully designed floor plan. Step inside to an open-concept layout filled with natural light, creating the

    Rodrigo Araujo Machado WRA BUSINESS & REAL ESTATE

    6424 Domizio Dr, Winter Haven, FL 33884
  • /2

    $955,000 Sold Feb 06, 2026

    0 Us Hwy 540 W Unit MFRTB8402112, Winter Haven, FL 33880

    • Land
    • 2.38 Acres
    • $401,261 per Acre

    Last Sold Summary

    • 24% Below List Price
    • 108 Days On Market

    Last Listing Agent Jennea LeDuc REMAX EXPERTS

    0 Us Hwy 540 W Unit MFRTB8402112, Winter Haven, FL 33880
    • /2

      Est $306,834 Not Listed For Sale

      3810 Fieldstone Cir, Winter Haven, FL 33881

      • 3 Beds
      • 2 Baths
      • 2,000 Sq Ft
      • Built 2016
      3810 Fieldstone Cir, Winter Haven, FL 33881

      Last Sold Summary

      • 1% Below List Price
      • $154/SF
      • 206 Days On Market

      Last Sold Price $309,000

      Last Listing Agent ALLISON JOHNSTON THE SIMON SIMAAN GROUP

  • /25

    $294,580 New Construction

    • 4 Beds
    • 2 Baths
    • 1,665 Sq Ft

    4024 Giorgio Dr, Winter Haven, FL 33884

    The property is located at 4024 Giorgio Drive WINTER HAVEN FL 33884 priced at 292080, the square foot and stories are 1665, 1.The number of bath is 2, halfbath is 0 there are 4 bedrooms and 2 garages. For more details please, call or email.

    D.R. Horton Builder
    4024 Giorgio Dr, Winter Haven, FL 33884
  • /15

    $2,470 per month

    • 3 Beds
    • 2 Baths
    • 1,824 Sq Ft
    • House for Rent

    1581 Lemon Ave, Winter Haven, FL 33881

    We make Pre-Leasing easy! Apply now and, once you’re approved, take this home off the market by paying a Pre-Lease Hold Fee; ask your Leasing Professional for more information. Once the home is made ready, we'll notify you that it's available for touring and for you to accept or decline. If you decline the home, we'll be happy to help you find a different home or refund your Hold Fee. This home

    1581 Lemon Ave, Winter Haven, FL 33881
  • /2

    $290,000 Sold Dec 10, 2025

    107 Alachua Dr, Winter Haven, FL 33884

    • 3 Beds
    • 2 Baths
    • 1,580 Sq Ft
    • Built 1964

    Last Sold Summary

    • $184/SF
    • 91 Days On Market

    Current Estimated Value $284,657

    Last Listing Agent Danielle Davis ELEVE REAL ESTATE LLC

    107 Alachua Dr, Winter Haven, FL 33884
    • /2

      Not Listed For Sale

      225 Sweet Cir, Winter Haven, FL 33884

      • 2 Beds
      • 2 Baths
      • 1,144 Sq Ft
      • Built 1986
      225 Sweet Cir, Winter Haven, FL 33884

      Last Sold Summary

      • $114/SF
      • 64 Days On Market

      Last Sold Price $130,000

      Last Listing Agent Hank Petty KELLER WILLIAMS REALTY SMART 1

  • /30

    $334,990 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,038 Sq Ft

    Turquesa Plan at VillaMar, Winter Haven, FL 33884

    The Turquesa is the ultimate family haven, a two-story home featuring 4 bedrooms, 2.5 bathrooms and a private 2-car garage. This home offers an open concept living space designed for both relaxation and entertainment. The half bathroom off the foyer ensures every guest feels at home while the extended foyer opens to the main living and dining area. Featuring luxury vinyl plank flooring and

    Casa Fresca Homes Builder
    6614 Crescent Loop Unit 36787274, Winter Haven, FL 33884
  • /41

    $1,795 per month

    • 3 Beds
    • 2 Baths
    • 1,269 Sq Ft
    • House for Rent

    3063 Laurel Oak Ln, Winter Haven, FL 33884

    2ND MONTH RENT FREE: Move-In Ready, Pet-Friendly, 2-Car Garage! Available for immediate occupancy! Step into this stunning 2023 Meritage Home in the heart of Winter Haven, Florida—a highly upgraded 3-bedroom, 2-bath single-story home designed to impress. This move-in ready home features neutral tones throughout, a chef-inspired kitchen with stainless steel appliances, quartz countertops, and a

    Katrina Anarumo RENT A FLORIDA HOME

    3063 Laurel Oak Ln, Winter Haven, FL 33884
  • /33

    $372,490 Sold Sep 12, 2025

    4807 Khloe Ct, Winter Haven, FL 33884

    • 5 Beds
    • 3 Baths
    • 2,601 Sq Ft
    • Built 2025

    Move in Ready Sold Summary

    • $143/SF
    • 15 Days On Market

    Current Estimated Value $366,832

    D.R. Horton VillaMar

    4807 Khloe Ct, Winter Haven, FL 33884
    • /56

      Est $266,215 Not Listed For Sale

      6130 Grey Heron Dr, Winter Haven, FL 33881

      • 3 Beds
      • 2 Baths
      • 1,698 Sq Ft
      • Built 2017
      6130 Grey Heron Dr, Winter Haven, FL 33881

      Last Sold Summary

      • 3% Below List Price
      • $162/SF
      • 75 Days On Market

      Last Sold Price $275,000

      Last Listing Agent Jamar Brown SELL & BUY HOMES REALTY INC

  • /39

    $334,990 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,986 Sq Ft

    Jupiter Plan at Willowbrook North, Winter Haven, FL 33881

    JUPITER: Beautiful 2 Level, 2 Car Garage Home with Open Concept Living and up to 4 Bedrooms! The Jupiter plan is available in Coastal, Farmhouse or Traditional exterior designs. The inviting front porch opens to a gracious foyer with 2 adjacent secondary bedrooms and a full bathroom. The spacious family room is open to the dining area and adjacent kitchen. The primary suite boasts an en suite

    DRB Homes Builder
    0 Fl-544 St Unit 36849129, Winter Haven, FL 33881
  • /16

    $2,130 per month

    • 3 Beds
    • 2 Baths
    • 1,951 Sq Ft
    • House for Rent

    301 Majestic Gardens Dr, Winter Haven, FL 33880

    Beautiful, pet-friendly home coming soon! Apply now, Move-In is available on or after the listed date. Upon approval, $500 reservation deposit to reserve (applied to security deposit and/or refundable). Application fee: $50 per adult. Security Deposit: one month?s rent. Pet fees: $250 + $40/mo per pet. Some homes may include pool ($150/mo), septic ($15/mo), and/or HOA fees; other fees may apply.

    301 Majestic Gardens Dr, Winter Haven, FL 33880
  • /2

    $376,990 Sold Aug 29, 2025

    2526 Sage Valley Way, Winter Haven, FL 33884

    • 4 Beds
    • 3 Baths
    • 2,372 Sq Ft
    • Built 2024

    Last Sold Summary

    • 7% Below List Price
    • $159/SF
    • 275 Days On Market

    Current Estimated Value $377,969

    Last Listing Agent Paul King DR HORTON REALTY OF CENTRAL FLORIDA LLC

    2526 Sage Valley Way, Winter Haven, FL 33884
    • /16

      Est $226,029 Not Listed For Sale

      108 4th St NE, Winter Haven, FL 33881

      • 3 Beds
      • 2 Baths
      • 1,344 Sq Ft
      • Built 2023
      108 4th St NE, Winter Haven, FL 33881

      Last Sold Summary

      • 10% Below List Price
      • $188/SF
      • 80 Days On Market

      Last Sold Price $252,000

      Last Listing Agent Melissa Witter KELLER WILLIAMS REALTY SMART 1

Showing Results 561 - 600, Page 15 of 18

How to Buy a Home How to Finance a Home How to Sell a Home